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Search results; Over 1,000 homes in Old Saybrook

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Cottage in Old Saybrook
Luxury Driftwood Cottage @ Saybrook Point
3 bedrooms, 3 beds, 2 private bathrooms
6–11 Aug
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4.89 out of 5 average rating, 64 reviews
Top guest favourite
Home in Old Saybrook
The Saybrook Point Bungalow, Stroll to Downtown
2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
4.95 out of 5 average rating, 20 reviews
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Home in Old Saybrook
Waterfront Oasis 4Bdr/2b
4 bedrooms, 4 beds, 2 bathrooms
11–16 Oct
5.0 out of 5 average rating, 16 reviews
Superhost
Home in Old Saybrook
Beachfront Home with Amazing Views | 5BR Sleeps 11
5 bedrooms, 7 beds, 2 bathrooms
15–20 Aug
New place to stay
Top guest favourite
Home in Old Saybrook
Hot Tub & Firepit•Sunsets & Beach Walk | Fireplace
3 bedrooms, 6 beds, 1.5 bathrooms
24–29 Aug
5.0 out of 5 average rating, 99 reviews
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Cottage in Old Saybrook
The Cottage
1 bedroom, 2 beds, 1 bathroom
25–30 Aug
4.75 out of 5 average rating, 251 reviews
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Flat in Old Saybrook
Charming Center of it All Location
2 bedrooms, 2 beds, 1 bathroom
1–6 Aug
4.99 out of 5 average rating, 68 reviews
Home in Old Saybrook
Quiet Coastal Getaway with Private Yard
3 bedrooms, 3 queen beds, 1 bathroom
3–8 Aug
New place to stay
Guest favourite
Home in Old Saybrook
Red Bird Waterfront Home. Dock available extra!
3 bedrooms, 3 beds, 2 bathrooms
8–13 Aug
4.94 out of 5 average rating, 35 reviews
Guest favourite
Home in Old Saybrook
Summertime in Old Saybrook on the Oyster River
5 bedrooms, 6 beds, 2.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Old Saybrook
Steps to Beach! *Cozy Cottage* Pet Friendly
1 bedroom, 1 queen bed, 1 bathroom
14–19 Nov
4.92 out of 5 average rating, 104 reviews
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Home in Old Saybrook
Best of both worlds!
3 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
4.92 out of 5 average rating, 113 reviews
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Cottage in Old Saybrook
Rachel’s Retreat
3 bedrooms, 4 beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 7 reviews
Guest favourite
Cottage in Old Saybrook
Osprey Cozy Cottage | Near Downtown & Beaches
1 bedroom, 1 queen bed, 1 bathroom
7–12 Aug
5.0 out of 5 average rating, 11 reviews
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Home in Old Saybrook
Cornfield Point Beach Retreat
4 bedrooms, 4 beds, 2 bathrooms
22–29 Aug
5.0 out of 5 average rating, 20 reviews
Guest favourite
Home in Old Saybrook
Cornfield Point Charmer–Walk to Beach
2 bedrooms, 3 beds, 1.5 bathrooms
19–24 Aug
5.0 out of 5 average rating, 34 reviews
Top guest favourite
Home in Old Saybrook
Desirable Fenwood Beach-walk to beach-dogs allowed
3 bedrooms, 3 beds, 1.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in Westbrook
Sea Salt Air Changes Everything
3 bedrooms, 3 queen beds, 2 bathrooms
30 Aug – 4 Sept
4.98 out of 5 average rating, 80 reviews
Guest favourite
Flat in Essex
Quintessential Essex. Steps from the Steam Train!
2 bedrooms, 2 queen beds, 1 bathroom
2–7 Aug
5.0 out of 5 average rating, 18 reviews